Chemistry Letters, Vol.49, No.5, 517-520, 2020
Helically Twisted Benzene-1,3,5-triamine-fused Porphyrin Dimers
Ni-II-2,18-dibromo-20-chloroporphyrin was fused with N-1,N-3,N-5-triaryl-1,3,5-benzenetriamine via t-BuONa-promoted one-pot reaction to give a helically twisted nitrogen-doped fused porphyrin dimer with high selectivity instead of a trimeric porphyrin. The dimer shows a red-shifted and broad electronic absorption spectrum and negatively shifted multi-stage oxidation behavior owing to the significant electronic effect of the embedded amine-type nitrogen atoms and inter-porphyrinic interaction. Bis-Ni-II-dimer was successfully converted to the corresponding bis-Zn-II-complex, which exhibits fluorescence at around 650-700 nm.